Ligand profile

CHEMBL2393108

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0532 — alpha/beta hydrolase fold family protein

Via homolog UniProt P04058 Formula C₃₄H₃₉ClN₄O
pchembl 8.99 ~1.0 nM
Mol. weight 555.17 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL2393108
UniProt (similar protein)
P04058
pchembl
8.990 (~1.0 nM)
Target protein
VK055_0532

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 555.17 Da
LogP (Crippen) 8.53
H-bond donors 3
H-bond acceptors 4
TPSA 66.05 Ų
Rotatable bonds 11
Aromatic rings 4 / 5
Heavy atoms 40
Fraction sp³ C 0.35
Formula C₃₄H₃₉ClN₄O

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy Check

Estimated from TPSA and LogP only: TPSA ≤ 90 Ų and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

  • TPSA ≤ 90 Ų 66.1
  • −1 ≤ LogP ≤ 5 8.53
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 555.2
  • LogP ≤ 5 8.53
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 4
Veber's rules Fail
  • Rotatable bonds ≤ 10 11
  • TPSA ≤ 140 Ų 66.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1cccc(Nc2ccccc2C(=O)NCCCCCCNc2c3c(nc4cc(Cl)ccc24)CCCC3)c1C
InChI 
InChI=1S/C34H39ClN4O/c1-23-12-11-17-29(24(23)2)38-31-16-8-6-14-28(31)34(40)37-21-10-4-3-9-20-36-33-26-13-5-7-15-30(26)39-32-22-25(35)18-19-27(32)33/h6,8,11-12,14,16-19,22,38H,3-5,7,9-10,13,15,20-21H2,1-2H3,(H,36,39)(H,37,40)
InChIKey 
KNXIYURWALEHNQ-UHFFFAOYSA-N

Provenance

Annotation context from LigQ_2, the internal Target step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method
LigQ nearest_k
Source
ChEMBL
Binding sites
PF00135

External resources

Open this ligand in third-party databases and cheminformatics tools.

Other ligands for this protein

Quick navigation to other ligands bound to VK055_0532.

PDB 17

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 99

Compounds with measured inhibitory activity on this target (higher pchembl = more potent).

Compound Potency (pchembl)

ZINC 50

Virtual screening candidates selected by structural similarity to known actives (Tanimoto ≥ 0.5).

Compound Similarity (Tanimoto)